Surface antimicrobial treatment

Abstract

A composition comprising a triazine quaternary ammonium salt and a silane compound, a method for preparing the same, and a method for using the same for applying the composition to surfaces or materials of different chemical natures to impart antimicrobial and antifouling properties to the surfaces or materials. The material obtained by the treatment does not release the antimicrobial agent or antifouling agent into the environment in contact with it and from the treated surface or material.

Description

[0001] describe

[0002] Application fields of the present invention

[0003] The present invention relates to a composition comprising a triazine quaternary ammonium salt and a silane compound, a method for preparing the composition, and methods of using the composition, wherein the composition is applied to surfaces or materials having different chemical properties. This composition imparts antimicrobial and antifouling properties to the substrate to which it is applied. Thus, the present invention provides a method for imparting antimicrobial / antifouling properties to a surface or material via a simple two-step process that does not involve the formation of unwanted byproducts. Products / materials treated with the composition described herein do not release antimicrobial or antifouling agents into the environment with which they come into contact, and do not release chemicals over time from the surface or material treated with the composition.

[0004] background

[0005] Microbial contamination is a common problem that affects not only the health or food industries, but also all environments characterized by high human traffic, such as public environments, transportation facilities, schools, all work environments and production areas. Microorganisms, including pathogens, are ubiquitous and, if not properly controlled, can lead to the spread of disease and, at the same time, to product and production losses.

[0006] The adverse effects on the product are significantly increased in the presence of moisture, which promotes the rapid growth of microorganisms.

[0007] Significant progress has been made over the past decade in developing antimicrobial materials to uncover new solutions to the problem of bacterial contamination. Contamination affects many products, including textiles, health products, and food. Therefore, this research is strategically relevant to both industrial production and everyday life.

[0008] One of the solutions adopted is to modify the surface by antimicrobial treatment. For example, quaternary ammonium salts are used to prepare effective polymer systems for surface antimicrobial treatment.

[0009] EP 1863865 describes an antimicrobial homopolymer based on silicone containing a quaternary ammonium salt (QAS) for providing a permanent antimicrobial effect to a surface. The preparation of this homopolymer requires a long time, high water consumption, the use of a variety of chemicals, solvents and energy.

[0010] EP 0702686 describes antimicrobial silicones QAS contained in thermoplastic polymers which can be extruded in the melt to form fibers or other shaped articles.

[0011] WO 2007 / 098199 discloses a biocidal treatment of surfaces based on highly dendritic silane polymers modified with QAS. Such polymeric biocides can be applied to various substrates by hydrolysis.

[0012] US 2010 / 0247889 A1 describes the deposition of a commercially available siloxane QAS-based coating onto a polyester film. This process involves extruding and film-forming a polyester containing an antimicrobial agent (e.g., silver ions), followed by deposition of a silane-based QAS coating. The combination of the antimicrobial agent dispersed in the polyester and the silane QAS coating imparts antimicrobial properties to the material.

[0013] US 2017 / 0273307 describes a method for preparing silane-based antimicrobial coatings modified with antimicrobial compounds by azide-alkyne cycloaddition reaction and their use.

[0014] US 8,491,922 describes the use of a solution of isopropyl alcohol and a silane functionalized with a long-chain QAS. This solution can be sprayed onto the surface or deposited using a wipe dipped in the solution. Alternatively, the prepolymer or polymer deposited on the surface can be modified by grafting to obtain an antimicrobial surface.

[0015] CN 110734566A describes the use of (3-aminopropyl)triethoxysilane to modify the surfaces of biomedical materials. The surface is functionalized with a QAS that is active against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. The method requires multiple steps: 1) pretreatment of the surface with a highly aggressive and hazardous H2O2 / H2SO4 solution; 2) deposition of APTES ((3-aminopropyl)triethoxysilane); and 3) grafting of the active ingredient in the presence of a condensation activator.

[0016] WO 2016 / 130837 describes an antimicrobial coating deposited on a surface, preferably consisting of silane and triethanolamine. This method requires the addition of a titanium-based photocatalyst to activate the surface to be treated.

[0017] WO 2017 / 220435 A1 discloses 1,3,5-triazine derivatives used as condensing agents, crosslinking agents, tanning agents, grafting agents, and curing agents on various materials. The disclosed grafting reaction occurs between a polymer having reactive groups and a compound having reactive groups, such as a carboxylic acid, a primary or secondary amine, or an alcohol, but does not involve silane compounds or their derivatives.

[0018] US 2012 / 0029143 discloses compositions and methods for coating various materials with silanes, wherein a silane compound undergoes an organic crosslinking reaction with an organic monomer, oligomer, or polymer to produce a coating, which is then applied to a substrate by spraying, dipping, flow coating, roller coating, painting, printing, centrifugal coating, or blade coating. The disclosed compositions and methods do not involve triazine compounds or their derivatives. The resulting coatings provide scratch resistance, corrosion resistance, abrasion resistance, and / or chemical resistance to acids and bases. The document discloses the use of these coatings for imparting antimicrobial properties to substrates, but does not provide data on the antimicrobial activity of the treated materials.

[0019] The above methods are very complicated since they require multiple steps, high consumption of chemical and organic reagents and are characterized by low yields and high costs.

[0020] Therefore, there is a significant need to develop compounds, compositions, and treatment methods that can provide coatings containing biocidal substances, such as quaternary ammonium compounds, to materials and surfaces. Optimally, such compounds, compositions, and treatment methods should be prepared or implemented by simple processes that are simple, require minimal water and solvent consumption, minimize the use of chemical reagents, provide high yields, be easily applied to surfaces, and, for example, provide effective and long-lasting treatments without releasing toxic substances over time. SUMMARY OF THE INVENTION

[0022] It is an object of the present invention to provide a composition comprising at least one silane compound and at least one triazine quaternary ammonium salt that has the ability to render the surfaces of products and articles of various materials to which the composition is applied antimicrobially.

[0023] Another object of the present invention relates to a process for preparing the above-mentioned composition comprising at least one silane compound and at least one triazine quaternary ammonium salt, and to the use of said composition for rendering treated surfaces antimicrobial and antifouling.

[0024] The present invention also relates to surfaces treated and rendered antimicrobial and antifouling by a method using a composition comprising at least one silane compound and at least one triazine quaternary ammonium salt. Surfaces treated according to the method of use do not release the antimicrobial and / or antifouling agent into the environment and into contact materials, while maintaining the antimicrobial and / or antifouling activity over time. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] Figure 1 : Determination of bacterial growth on polypropylene (PP) surfaces treated according to the invention. Figure 1 A: control PP surface, untreated (PP); Figure 1B: PP surface treated with the method of the present invention and subsequently placed under normal packaging life cycle conditions.

[0027] Figure 2 : Determination of bacterial growth on fabrics treated according to the invention. Figure 2 A: control tissue, untreated (T); Figure 2 B: Fabric treated by the method of the present invention. Detailed Description of the Invention

[0029] In the present invention, the above problems are solved by the compositions and methods described herein, particularly methods for controlling the spread and degradation activity of microorganisms on various products and articles by applying a composition comprising at least one silane compound and at least one triazine quaternary ammonium salt. The composition has antibacterial, antifouling, antifungal, disinfectant, and antiviral activity, and is therefore suitable for forming a coating on the surface of products and articles and providing an antimicrobial, hydrophobic, or barrier treatment.

[0030] In the present specification, the expressions "antimicrobial composition" and "antimicrobial treatment" denote a composition or treatment having antibacterial, antifouling, antifungal, disinfectant or antiviral activity.

[0031] A first aspect of the present invention relates to a composition comprising at least one silane compound F(I) of the formula I and at least one triazine quaternary ammonium salt F(II) of the formula II.

[0032] Compound F(I) is a silane compound characterized by having at least one hydrolyzable substituent,

[0033]

[0034] in:

[0035] R1, R2 and R3 may be independently the same or different and are selected from the group consisting of a hydrogen atom, a hydroxyl group, a linear or branched C1-C6 alkoxy group, a linear or branched C1-C18 alkyl group, and a polysilane chain - (R x Si(R y )2) n R y , wherein Rx and Ry are independently the same or different and are selected from the group consisting of a hydrogen atom, an oxygen atom, a hydroxyl group, a linear or branched C1-C6 alkoxy group, a linear or branched C1-C18 alkyl group, and n is between 1 and 20,

[0036] R4 is selected from the group consisting of a hydrogen atom, a hydroxyl group, a linear or branched C1-C6 alkoxy group, a linear or branched C1-C18 alkyl group, -NH2, -SH, and -C n H 2nOH, -C n H 2n NH2, -C n H 2n NCO, -C n H 2n SH-functionalized linear or branched C1-C18 alkyl groups, wherein n is between 1 and 18.

[0037] Compound F(II) is a quaternary ammonium salt derived from 1,3,5-triazine:

[0038]

[0039] wherein at least one substituent is attached to the triazine via a quaternary nitrogen atom, or wherein the nitrogen atom carries a positive charge, y is between 1 and 2, and X - is the anion of an inorganic salt, where:

[0040] R5 is connected via a quaternary nitrogen atom and is selected from: N-alkylmorpholine, OC4H8N-C m H (2m+1) , wherein m is between 2 and 18; amides derived from carboxylic acids and N-(aminoalkyl)morpholine, OC4H8NC m H 2m NHCOC n H (2n+1 ), wherein m is between 1 and 8, and n is between 4 and 14; esters derived from carboxylic acids and N-(hydroxyalkyl)morpholine, OC4H8NC m H 2m OCOC n H (2n+1) , wherein m is between 1 and 5, and n is between 4 and 14; N-alkylimidazole, NC3H3N-C m H (2m+1) , wherein m is between 1 and 10; amides derived from carboxylic acids and N-(aminoalkyl)imidazoles, NC3H3NC m H 2m NHCOC n H (2n+1) , wherein m is between 1 and 10 and n is between 4 and 14; esters derived from carboxylic acids and N-(hydroxyalkyl)imidazoles, NC3H3NC m H 2m NHCOC n H (2n+1) , wherein m is between 1 and 10 and n is between 4 and 14; amides derived from carboxylic acids and N-(aminoalkyl)piperidine, C5H 10 NC m H 2m NHCOC n H (2n+1), wherein m is between 2 and 7 and n is between 4 and 14; esters derived from carboxylic acids and N-(hydroxyalkyl)piperidine, C5H 10 NC m H 2m OCOC n H (2n+1) , wherein m is between 2 and 6, and n is between 4 and 14; N-alkylpyrrolidine, C4H8NC m H (2m+1) , wherein m is between 1 and 6; amides derived from carboxylic acids and N-(aminoalkyl)pyrrolidine, C4H8NC m H 2m NHCOC n H (2n+1) , wherein m is between 2 and 6 and n is between 4 and 14; esters derived from carboxylic acids and N-(hydroxyalkyl)pyrrolidines, C4H8NC m H 2m OCOC n H (2n+1) , wherein m is between 2 and 6, and n is between 4 and 14; diethylalkylamine, N(C2H5)2(C m H (2m+1) ), wherein m is between 2 and 18; N', N'-diethylalkyl-diamine, (C2H5)2NC m H (2m+1) NH2, wherein m is between 1 and 7; amides derived from carboxylic acids and N',N'-diethylalkyl-diamine, (C2H5)2NC m H 2m NHCOC n H (2n+1) , wherein m is between 1 and 7, and n is between 4 and 14; (diethylamino)alkyl alcohol, (C2H5)2NC m H (2m+1) OH, where m is between 1 and 8; esters derived from carboxylic acids and (diethylamino)alkyl alcohols, (C2H5)2NC m H 2m OCOC n H (2n+1) , where m is between 1 and 8, and n is between 4 and 14,

[0041] R6 may be the same as R5, or selected from: halogen; linear or branched C1-C10 alkoxy; aryloxy; linear or branched alkylamine-NHC m H (2m+1) , wherein m is between 10 and 18; -NH-alkyl-Si-(R y )3 and -O-alkyl-Si-(R y )3, which has a linear or branched C1-C18 alkyl group, and Ry is selected from: a hydrogen atom, a hydroxyl group, a linear or branched C1-C6 alkoxy group, and a linear or branched C1-C18 alkyl group,

[0042] R7 is selected from: halogen; -NH-alkyl-Si-(R x )3 and -O-alkyl-Si-(R x )3, which has a linear or branched C1-C18 alkyl group, and R x Selected from: hydrogen atom, hydroxyl group, linear or branched C1-C6 alkoxy group, linear or branched C1-C18 alkyl group, polysilane chain-(R x Si(R y )2) n R y , where R x and R y are independently the same or different and are selected from the group consisting of a hydrogen atom, an oxygen atom, a hydroxyl group, a linear or branched C1-C6 alkyl group, a linear or branched C1-C18 alkyl group, and n is between 1 and 20, X - is an anion of an inorganic salt selected from the group consisting of: Cl - , ClO4 - , BF4 - .

[0043] In some embodiments, the composition F(I)+F(II) according to the invention comprises a mixture of compounds of formula F(I) as defined above and a mixture of compounds of formula F(II) as defined above.

[0044] The composition according to the invention may also comprise solvents, agents for modifying the rheological properties, thickeners, binders, inorganic or organic catalysts.

[0045] In the composition according to the present invention, the weight ratio between F(I) and F(II) is in the range of 0.5:1 to 50:1, and the weight ratio between F(I) and F(II) is preferably in the range of 1:1 to 40:1.

[0046] The second aspect of the present invention relates to a method for preparing a composition according to the first aspect of the present invention, wherein the composition comprises at least one compound of formula F(I) and at least one compound of formula F(II) and has antimicrobial activity, hereinafter referred to as "F(I)+F(II)".

[0047] The method for preparing the composition is as follows: at least one compound of formula F (I) is mixed with at least one compound of formula F (II) at a temperature of 0° C. to 50° C. for a variable time ranging from 15 minutes to 2 hours, depending on the operating conditions in the different fields in which the composition is used. The composition F (I) + F (II) can be prepared immediately before use; or it can be prepared, stored and used.

[0048] The mixing operation of the compound of formula I with the compound of formula II can be carried out with the aid of a mechanical stirrer, a magnetic stirrer or any other means suitable for mixing the components of the composition, and a homogeneous composition is obtained. At the end of the mixing, the resulting composition F(I)+F(II) is ready for use and does not require any purification steps.

[0049] The method comprises:

[0050] a) preparing the necessary amounts of at least one compound F(I) and at least one compound F(II) for a given composition,

[0051] b) mixing,

[0052] c) recovering the product, which can be used and / or stored at a temperature of 0° C. to 30° C. in a light-protected container,

[0053] in,

[0054] In step b), the mixing operation of at least one compound of formula F(I) and at least one compound of formula F(II) is carried out at a temperature between 0°C and 50°C for a variable time ranging from 15 minutes to 2 hours.

[0055] Based on this description, those skilled in the art will readily appreciate that the method for preparing the composition for antimicrobial treatment of surfaces according to the present invention is extremely easy and versatile; it does not require the preparation of monomers or polymers and is obtained by simply mixing the components of the composition. Furthermore, the quaternary ammonium salt derived from 1,3,5-triazine F(II) used herein offers high reactivity, which allows for a simplified method for preparing the composition, thereby enabling subsequent simple use.

[0056] In contrast, known and / or commercially available quaternary alkyl ammonium salts have low chemical reactivity and therefore require more complex, expensive and environmentally harmful formulations. Therefore, the present invention reduces or eliminates the need to use solvents, heavy metals or catalysts. Such products have several industrial advantages, namely:

[0057] The triazine quaternary ammonium salt F(II) used is stable, easy to prepare, versatile and does not require the use of solvents and a prepolymerization step.

[0058] The preparation of the composition is very simple and consists essentially in mixing the components at operating temperature, which reduces production time and costs.

[0059] - Long shelf life: The composition can be prepared immediately before use, or can be used several months after preparation.

[0060] - No pre-activation of the surface prior to treatment is required, which improves environmental and economic sustainability compared to some processes of the prior art.

[0061] - Will not release antimicrobial and antifouling components into the environment that comes into contact with the treated material or surface.

[0062] A third aspect of the present invention relates to a method of using the composition described herein, which is a method of making a surface or material antimicrobial or antifouling, comprising applying the composition of the present invention to the surface or material by spraying, coating, painting, wiping, or dipping deposition techniques.

[0063] The method of using the composition F(I)+F(II) obtained as described above is advantageously used for treating "raw materials" or materials that have been physically or chemically post-modified or pre-activated, for example, by corona activation, plasma, plasma with aerosol, laser, ozone, H2O2 / H2SO4, H2O2. The term "raw materials" refers to materials that have not been subjected to physical or chemical treatment, purification or post-modification.

[0064] Non-limiting examples of materials that can be treated with the composition of the invention are: textiles, steel, fiberglass, plastic materials, ceramics, composite materials, leather, wood, paper.

[0065] The application of the composition is carried out by conventional techniques of spraying, coating, painting, troweling, deposition by immersion or by other methods known to those skilled in the art.

[0066] The composition can be used as is, undiluted, or in the presence of one or more dispersants and / or diluents, referred to as "D," depending on the type of composition and the intended application of the material to be treated. Dispersants are selected from the group consisting of organic solvents, water, silanes, polyesters, polyurethanes, polyacrylates, acrylic monomers, acrylic and epoxy resins, polyamides, polysilanes, polysiloxanes, phenolic resins, silicones, melamines, gel coats, and mixtures thereof. Organic solvents can be halogenated compounds, aliphatic ethers, alcohols, ketones, esters, aromatic or aliphatic hydrocarbons, DMSO, amides, and carbonates.

[0067] The composition F(I)+F(II) prepared as described above can be dispersed in one or more dispersants at a weight ratio D:(F(I)+F(II)) between 1 and 30. The dispersion process is carried out at a variable temperature ranging from 0°C to 50°C and can take a time of 15 minutes to 2 hours. This process results in a homogeneous final solution that is ready for use.

[0068] In one embodiment, the composition according to the invention is added to a compound or composition typically used to form a coating on the surface or material to be rendered antimicrobial or antifouling, for example, by adding the composition to a paint or varnish.

[0069] According to the method of use shown, the composition F(I)+F(II) can be used without any particular limitation, even when used in combination with other surface treatments (pre-modification or post-modification) if necessary.

[0070] The effectiveness of the treatments carried out on the various materials is verified by: microbiological tests on bacteria, molds and viruses; permeability tests with gases such as CO2, H2O, O2; release tests of antimicrobial agents from the materials; surface spectroscopic analysis; washing tests with acids and alkalis; resistance tests of the coatings under working conditions, for example in contact with foodstuffs or to marine conditions.

[0071] The treatment according to the invention has proven to be effective and has a strong inhibitory effect on microorganisms that cause surface deterioration of products and various materials, achieving a complete inhibition of microbial growth. The list of materials that can be treated according to the invention is non-exhaustive; these materials are preferably: polypropylene for food and pharmaceutical packaging, leather, steel, steel for ventilation ducts, fiberglass, acrylic paint, fiberglass, gypsum board, polyethylene, epoxy resins, wood, paper, wallpaper, fabrics.

[0072] The treatment effect obtained by the method of use of the present invention is stable over the course of time, withstands the wear and tear associated with conventional use of the treated end product, and does not require repetition.

[0073] The experiments conducted showed that the composition F(I)+F(II) providing the antimicrobial treatment and its components, in particular the silane compound of formula F(I) and the 1,3,5-triazine quaternary ammonium salt derivative of formula F(II), were not released from the applied surface and material. This technical feature was verified in the experiment by migration tests according to the current European regulations on materials for contact with food (CE1935 / 2004), and constitutes a core aspect of the use of the compounds and compositions in the health field and for food packaging, and is generally used in all applications where the treated surface comes into contact with humans, animals or the environment. For example, with regard to the application of antifouling paints, the solution of the present invention provides advantages compared to most products currently on the market that release heavy metals into the marine environment [Miller J. Nanopart. Res. 2020, 22, 129].

[0074] The compositions, methods of making them, and methods of using the compositions allow for surface treatments that do not release antimicrobial or antifouling substances and are metal-free.

[0075] Experimental results have shown that the treatment according to the present invention can be used to produce gas-impermeable food and pharmaceutical packaging made from linear hydrocarbon polymers. The composition according to the present invention and its method of use can be applied to deposit a gas-impermeable coating on the surface of food and pharmaceutical packaging made from linear hydrocarbon polymers, such as polyethylene (PE), polybutylene (PB), or polypropylene (PP). According to the present invention, surfaces and materials comprising food and pharmaceutical packaging made from linear hydrocarbon polymers are rendered gas-impermeable by depositing the composition according to the present invention via spraying, coating, painting, printing, troweling, or dipping.

[0076] The treatment agent according to the invention is suitable for application to steel surfaces, for example in machinery for the food industry, in which case it still exhibits resistance after several washing cycles.

[0077] A particularly advantageous application of the invention relates to the application of antifouling coatings on ship hulls, the preparation of mildew-resistant acrylic varnishes, and for the application of antibacterial / mildew-resistant coatings on gypsum boards, wherein 18 months after treatment according to the invention the surface of the gypsum boards shows no signs of interaction, color change and / or yellowing as a result of the paint, photocatalytic treatment and protective water treatment present prior to the application of the coating.

[0078] The coatings obtained by using the compositions of the present invention show complete inhibition of bacterial growth when applied to surfaces in environments where the bacterial load needs to be strictly controlled or limited, such as hospitals, research or analytical laboratories, animal housing facilities, livestock operations, slaughterhouses or food processing environments.

[0079] Furthermore, the results of extensive experiments using the composition of the invention and using both components individually have demonstrated that component F(I) has no antibacterial activity, whereas component F(II) has antibacterial activity, but cannot be used in coatings in the absence of F(I) because it is washed off the surface and released from the treated material into the environment, so that the antimicrobial treatment is not permanent.

[0080] The compositions and methods of use described herein are also suitable for treating materials derived from the transformation of organic substrates, such as paper, textiles, and for applying antibacterial coatings on leather.

[0081] Yet another aspect of the present invention relates to materials and products treated by the methods of the present invention, and the surfaces of such materials and products, which impart antimicrobial and antifouling properties to them. In all cases, the materials treated according to the present invention exhibit suitability for the regulations required in a variety of fields.

[0082] The effectiveness of the method according to the invention was tested under different operating conditions, as detailed in the examples in the following experimental part. Example

[0083] Example 1: Preparation of (3-aminopropyl)triethoxysilane and 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholine-4-chloride 69 g of F(I): (3-aminopropyl)triethoxysilane were introduced into a 500 ml container equipped with a stirrer and stirred at room temperature with 3.5 g of F(II): 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholine-4-chloride. Mix for 1 hour.

[0084] Example 2: Preparation of (3-aminopropyl)trimethoxysilane and 1-(4-chloro-6-(dodecylamino)-1,3,5-triazine-2-yl)-1-methyl-1H-imidazole-1- 130 g of F(I): (3-aminopropyl)trimethoxysilane were introduced into a 500 ml container equipped with a stirrer and stirred at 35° C. with 13 g of F(II): 1-(4-chloro-6-(dodecylamino)-1,3,5-triazin-2-yl)-1-methyl-1H-imidazole-1-yl chloride. Mix for 15 minutes.

[0085] Example 3: Preparation of triethoxy(propyl)silane and 2-(triethoxysilyl)ethan-1-ol with 4-(4-chloro-6-(tetradecylamino)-1,3,5-triazin-2-yl)-4-ethylmorpholine-4-chloride and 4-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-4-(2-(decanoyloxy)ethyl)morpholin-4-yl chloride Composition F(I)+F(II). F(I): 4 g of triethoxy(propyl)silane and 11 g of 2-(triethoxysilyl)ethan-1-ol were introduced into a 100 ml container equipped with a stirrer and stirred at 15° C. with F(II): 5 g of 4-(4-chloro-6-(tetradecylamino)-1,3,5-triazin-2-yl)-4-ethylmorpholine-4-chloride. and 2.5 g of 4-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-4-(2-(decanoyloxy)ethyl)morpholine-4-chloride Mix for 2 hours.

[0086] Example 4: Preparation of (3-aminopropyl)triethoxysilane and 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholine-4-chloride and 1-(4-chloro-6-(dodecylamino)-1,3,5-triazin-2-yl)-1-methyl-1H-imidazole-1- The composition F(I)+F(II). F(I): 9 kg of (3-aminopropyl)triethoxysilane was mixed with F(II): 2.5 kg of 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecylamide-propyl)morpholine-4-chloride at 40°C. and 2 kg of 1-(4-chloro-6-(dodecylamino)-1,3,5-triazine-2-yl)-1-methyl-1H-imidazole-1- Mix for 1.5 hours.

[0087] Example 5: Preparation of 3-(dimethoxy(methyl)silyl)propan-1-amine with 4,6-dichloro-N,N-diethyl-N-octadecyl-1,3,5-triazin-2-ammonium chloride and 1-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)piperidin-1- Perchlorate F(I) + F(II) composition. F(I): 48g of 3-(dimethoxy(methyl)silyl)propan-1-amine was mixed with F(II): 15g of 4,6-dichloro-N,N-diethyl-N-octadecyl-1,3,5-triazin-2-ammonium chloride and 17g of 1-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)piperidin-1- The perchlorate was mixed for 50 minutes.

[0088] Example 6: Preparation of propylsilanetriol and 1-(4-(hexadecylamino)-6-(2-(triethoxysilyl)ethoxy)-1,3,5-triazin-2-yl)-1-methylpyrrolidine-1-yl chloride and 1-(4-chloro-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(5-tetradecanoylaminopentyl)pyrrolidine-1-yl chloride The composition F(I)+F(II). F(I): 105g of propylsilanetriol and F(II): 100g of 1-(4-(hexadecylamino)-6-(2-(triethoxysilyl)ethoxy)-1,3,5-triazin-2-yl)-1-methylpyrrolidine-1-yl chloride were mixed at 25°C. and 5 g of 1-(4-chloro-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(5-tetradecanoylaminopentyl)pyrrolidine-1-yl chloride Mix for 2 hours.

[0089] Example 7: Preparation of (3-aminopropyl)trimethoxysilane and triethoxy(3-isocyanatopropyl)silane with 1,1'-(6-chloro-1,3,5-triazine-2,4-diyl)chloride bis(1-(3-tetradecanoylaminopropyl)-1H-imidazole-1- ) and 1-(4,6-bis((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(4-(decanoyloxy)butyl)-1H-imidazole-1- The composition F(I)+F(II). (FI): 300 mg of (3-aminopropyl)trimethoxysilane and 30 mg of triethoxy(3-isocyanatopropyl)silane were mixed with F(II): 4 mg of 1,1'-(6-chloro-1,3,5-triazine-2,4-diyl)bis(1-(3-tetradecanoylaminopropyl)-1H-imidazole-1- ) and 4.25 mg of 1-(4,6-bis((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(4-(decanoyloxy)butyl)-1H-imidazole-1-yl chloride Mix for 20 minutes.

[0090] Example 8: Preparation of triethoxy(propyl)silane and 3-(trimethoxysilyl)propane-1-thiol with 1-(4-ethoxy-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(7-nonanoylaminoheptyl)piperidin-1-yl chloride and 1-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)pyrrolidine-1-yl chloride The composition F(I)+(F(II). F(I): 5 g of triethoxy(propyl)silane and 0.5 g of 3-(trimethoxysilyl)propane-1-thiol were mixed at 10° C. with F(II): 0.5 g of 1-(4-ethoxy-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(7-nonanoylaminoheptyl)piperidin-1-yl chloride. and 0.32 g of 1-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)pyrrolidine-1-yl chloride Mix for 45 minutes.

[0091] Example 9: Use of the F(I)+F(II) composition to deposit an antimicrobial coating on polypropylene surfaces used for food and pharmaceutical packaging.

[0092] 72.5 g of the F(I)+F(II) composition prepared according to Example 1 was diluted in 344 g of ethanol for 30 minutes and applied with a spray gun to a 13 m 2 To simulate the life cycle of this packaging, the treated PP surface (PPt) was washed under high pressure with an alkaline solution, i.e. pH 12, at T = 50 ° C for 10 washing cycles (PP t+l The antimicrobial activity of the following samples was evaluated by the AATCC 147 qualitative test against Staphylococcus aureus ATCC 6538 (Gram-positive) and Klebsiella pneumoniae ATCC 4352 (Gram-negative) bacteria: untreated PP sample (PP), sample treated with the method of the present invention (PP t), and samples treated with the method of the present invention and subsequently placed under normal packaging life cycle conditions (PP t+1 The results are shown in Table 1. The bacterial growth data are shown in Table 1. Figure 1 Similar results were obtained for the treatment of PP surfaces and glass surfaces without any pre-activation. Immediately after treatment, the bacterial inhibition effect detected on the polypropylene surface treated with the composition containing only F(II) was only temporary and was not stable over time or as long-lasting as the inhibition obtained with the F(I)+F(II) composition.

[0093] Table 1. Evaluation of antimicrobial activity on PP - AATCC 147 test

[0094]

[0095] ×: bacterial growth, √: complete inhibition of bacterial growth, I: temporary inhibition of bacteria up to 50%.

[0096] Example 10: Spreading antibacterial coating on leather using the F(I)+F(II) composition.

[0097] 72.5 g of the F(I)+F(II) composition prepared as described in Example 1 was dispersed in 172.5 g of an ethanol / water solution (4 / 1 w / w). The mixture was stirred at room temperature for 1 hour and applied with a spray gun to a 10 m 2 The sample thus obtained is denoted as C t-a .

[0098] The same composition was also applied to leather by dipping. The leather was immersed for 5 minutes in a mixture of the composition F(I) + F(II) described in Example 1 dispersed in ethanol / water (4 / 1 weight / weight). After 5 minutes, the leather was removed and dried. The sample thus obtained is designated C t-i The antibacterial properties of the coatings applied to leather via these two application methods were analyzed and evaluated according to the AATCC 147 qualitative test for Staphylococcus aureus. The bacterial growth data are shown in Table 2.

[0099] Table 2. Evaluation of antimicrobial activity on leather - AATCC 147 test

[0100]

[0101] ×: Bacterial growth, √: Complete inhibition of bacterial growth, I: Temporary inhibition of bacteria to 50%

[0102] Example 11: Deposition of an antibacterial coating on a steel surface using a F(I)+F(II) composition.

[0103] 143 g of the F(I)+F(II) composition prepared as described in Example 2 was diluted in 600 g of a methanol / isopropanol solution (5 / 1 w / w) and applied with a spray gun to a 30 m 2 On steel surfaces (Test A t To verify the tolerance of this treatment, A t The test surface was washed five times in 15 minutes at 25°C with a commercial solution of hydrogen peroxide and acetic acid, peracetic acid and phosphoric acid, thereby simulating the washing cycles experienced annually in food bottling machines (Test A). t+l , Table 3). The results of the evaluation of the bacterial strains Bacillus subtilis were evaluated according to ISO 22196 on an untreated control steel surface (Test A), on a surface treated according to the invention (Test A t ) and on steel surfaces treated according to the invention and subsequently subjected to a washing cycle (Test A t+l The results are shown in Table 3. It is noteworthy that when the composition containing only F(II) was used, the antibacterial activity measured immediately after coating did not persist in the material.

[0104] Table 3. Evaluation of antibacterial activity on steel surfaces - ISO 22196 test

[0105]

[0106] Example 12: Preparation of mildew-resistant acrylic varnish using composition F(I)+F(II)

[0107] 22.5 g of the F(I)+F(II) composition prepared as described in Example 3 were mixed with 150 g of acrylic paint diluted in 22.5 g of water. The mixing operation was continued at 30° C. for 10 minutes and the resulting product was applied with a brush to a 2 m 2 on the wall surface and air-dried at room temperature for 18 hours (SM t The antifungal effect of the composition on the surface was evaluated according to the ASTM G-21 qualitative test, wherein the untreated wall surface (SM test) and the treated wall surface (SM t The fungal growth inhibition test against the fungal strains Alternaria alternate and Cladosporium cladosporioides was carried out by contact and compared with the antifungal activity of the two components F(I) and F(II) when added individually to a diluted acrylic paint and applied on the surface (Table 4).

[0108] Table 4. Evaluation of antifungal efficacy on wall surfaces – Qualitative test ASTM G-21

[0109]

[0110] ×: bacterial growth, √: complete inhibition of bacterial growth, I: temporary inhibition up to 50%.

[0111] Example 13: Deposition of antifouling coating on ship hull using the F(I)+F(II) composition.

[0112] 13.5 g of the antifouling F(I)+F(II) composition prepared as described in Example 4 was diluted in 13.5 kg of a commercial marine gel coat, mixed with the aid of a stirrer for 20 minutes and the mixture was applied with a spray gun to a 90 m 2 The coating was applied to a fiberglass hull of a boat. The coating was air-dried for 18 hours before the boat departed. The effectiveness of the antifouling treatment was verified by observing the inhibition of algae growth on the treated parts of the boat hull over time when immersed in a marine environment. This test showed that algae attachment and growth on the boat hull were slowed compared to untreated parts of the boat hull. For a comparative boat hull treated with a marine gelcoat containing only one of the compounds F(I) or F(II), no antifouling activity was observed when the composition contained only F(I), while the antifouling treatment with the composition containing only F(II) was completely ineffective because it was washed off the surface.

[0113] Example 14: Spreading antibacterial / anti-mildew coating on gypsum board using the F(I)+F(II) composition.

[0114] 80 g of the F(I)+F(II) composition prepared as described in Example 5 were dispersed in 1.2 kg of a cured acrylic primer for gypsum board and 0.24 kg of water. The mixture was stirred at T = 28°C for 1 hour and applied with a brush to a 10 m 2 on the gypsum board (test C At ). Antibacterial / anti-mildew properties of gypsum boards treated with the composition of the present invention (C At ) were analyzed and verified by the AATCC 147 test for Staphylococcus aureus bacteria and the ASTM G-21 qualitative test for the fungal strain Cladosporium cladodes, and compared with a control treatment on a non-gypsum board surface (CA test). Furthermore, the compatibility of the coating with additional treatments applied to the building material, such as coloring, photocatalysis, or waterproofing, was verified. Analysis of the treated surfaces 18 months after treatment according to the invention revealed no interaction phenomena or color changes and / or yellowing that would have occurred with the paint, photocatalysis, and protective water treatments prior to application.

[0115] Table 7. Evaluation of Antimicrobial and Antifungal Activity on Gypsum Board Surfaces - Qualitative Tests AATCC 147 and ASTM G-21

[0116] Staphylococcus aureus Cladosporium cladosporium CA × × <![CDATA[CA t ]]> √ √

[0117] ×: bacterial growth, √: complete inhibition of bacterial growth.

[0118] Example 15: Use of the F(I)+F(II) composition to treat the floor.

[0119] 80 g of the F(I)+F(II) composition prepared as described in Example 5 were dispersed in 1.95 kg of epoxy resin for floor coverings. The mixture was stirred in an industrial mixer at 35° C. for 5 minutes and applied with a spatula to a 10 m 2 On the cement floor (Test P t ) Tested by AATCC 147 to verify the treated floor (P t The antibacterial properties of the treated floor surfaces (F(I) and F(II)) were compared with those of the untreated floor surface (P). The results obtained from this test are shown in Table 8. Antimicrobial activity was only observed when the composition containing both F(I) and F(II) was used on the epoxy floor.

[0120] Table 8. Evaluation of Antimicrobial Activity on Epoxy Floors - Test AATCC 147

[0121]

[0122] ×: bacterial growth, √: complete inhibition of bacterial growth.

[0123] Example 16: Use of the F(I)+F(II) composition to disinfect ducts and filters of ventilation systems.

[0124] 80 g of the F(I)+F(II) composition prepared as described in Example 5 was dispersed in 96 g of a methanol / water solution (9 / 1 w / w). The mixture was stirred at room temperature for 15 minutes and applied with a spray gun to a 2 m 2 On the steel surface of the ventilation duct (Test A t ). Antibacterial properties of treated steel (A t ) were evaluated according to ISO 22196 by contact with Bacillus subtilis and compared with an untreated steel surface (Test A). A second batch of the same mixture was used to treat 2 m 2 When F(I) or F(II) was used alone in the composition to treat polyester or glass fiber air filters, bacterial growth was detected.

[0125] Table 9. Evaluation of antimicrobial activity on steel surfaces - ISO 22196 test.

[0126] Bacillus subtilis A <![CDATA[2.0x10 7 CFU / 10cm 2 ]]> <![CDATA[A t ]]> Completely inhibit bacterial growth

[0127] Example 17: Spreading anti-mildew coating on wood using the F(I)+F(II) composition.

[0128] 210 g of the F(I)+F(II) composition described in Example 6 were dispersed in 1.05 kg of a protective impregnation for wood based on an aqueous polyurethane resin. The mixture was stirred with a stirrer at 20° C. for 25 minutes and applied with a brush to a 12 m 2 On the wood surface (test L t ). Treated wood (L t The antifungal properties of the composition containing F(II) alone were evaluated using the ASTM G-21 qualitative test against the fungal strain Alternaria alternifolia and compared to a control, untreated wood surface (L). The wood surface treated with the composition containing F(II) alone initially showed a bacteriostatic effect, but this effect decreased over time, and at the end of the test, fungal growth comparable to that observed in the untreated control was observed. The results are shown in Table 10.

[0129] Table 10. Evaluation of antifungal activity on wood surfaces - qualitative test ASTM G-21

[0130]

[0131] ×: fungal growth, √: complete inhibition of fungal growth.

[0132] Example 18: Spreading anti-mildew coating on paper using the F(I)+F(II) composition.

[0133] 338.25 mg of the F(I)+F(II) composition prepared as described in Example 7 was dispersed in 1.7 mL of water. The mixture was stirred at 50°C for 15 minutes and applied with a roller to a 0.06 m 2 On the wallpaper (CP t The antimicrobial properties of the treated materials were verified using the ASTM G-21 qualitative test against Alternaria alternifolia. The data are shown in Table 11.

[0134] Table 11. Evaluation of antifungal properties on paper – qualitative test ASTM G-21

[0135]

[0136] ×: fungal growth, √: complete inhibition of fungal growth.

[0137] Example 19: Preparation of antibacterial fabric using F(I)+F(II) composition.

[0138] 6.32 g of the F(I)+F(II) composition prepared as described in Example 8 was dispersed in 28 mL of isopropanol and applied to 1 m 2 On the fabric (T t The antibacterial properties of the treated tissue were evaluated according to the AATCC 147 assay against the bacterial strains Staphylococcus aureus and Klebsiella pneumoniae and compared with an untreated control tissue (Test T). The data are shown in Table 12. When the same fabric was treated with isopropyl alcohol containing only one of the two components, F(I) or F(II), the effect was not long-lasting. When the fabric was treated with a composition containing only F(II), the antibacterial activity associated with F(II) was lost during subsequent processing steps.

[0139] Table 12. AATCC 147 test on fabrics.

[0140]

[0141] ×: bacterial growth, √: complete inhibition of bacterial growth.

[0142] Example 20: Use of the F(I)+F(II) composition to deposit an airtight antimicrobial coating on polyethylene (PE) surfaces used for food packaging.

[0143] 13.5 g of the antimicrobial F(I)+F(II) composition prepared as described in Example 4 was diluted in 40 kg of methyl ethyl ketone / ethanol solution (9 / 1 w / w). The mixture was mixed at 30°C for 40 minutes and applied to 423 m 2 After the laminated polyethylene (PE) sheet, two coatings were applied. t The test is used to evaluate its impermeability to gases (O2, CO2 and water vapor) and its suitability for contact with foodstuffs, which is carried out by release tests in accordance with EU Commission Regulation (COMMISSION REGULATION (EU)) No 10 / 2011 issued on January 14, 2011 for plastic materials and articles intended to come into contact with foodstuffs (Tables 13-14).

[0144] Table 13. Air permeability measured on PE - ASTM test

[0145] gas Test ASTM PE <![CDATA[PE t ]]> unit water vapor F 1249-13 5.5 4.3 <![CDATA[g / (m 2 x24h)]]> <![CDATA[O2]]> D 3985-17 2984 946 <![CDATA[cc / (m 2 x24h x atm)]]> <![CDATA[CO2]]> F 2476-13 9092 2620 <![CDATA[cc / (m 2 x24h x atm)]]>

[0146] Table 14. Release evaluation - Migration test according to European Commission Regulation No 10 / 2011 of 14 January 2011

[0147] Food simulants release Ethanol 10% (v / v) none Ethanol 20% (v / v) none Ethanol 50% (v / v) none Acetic acid 3% (w / v) none vegetable oil none

[0148] The same technical effect was not detected when using compositions containing only F(I) or only F(II).

Claims

1. A composition comprising at least one silane compound F(I) of formula I and at least one triazine quaternary ammonium salt F(II) of formula II: in F(I) is selected from the group consisting of: (3-Aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, Triethoxy(propyl)silane, 2-(Triethoxysilyl)ethan-1-ol, 3-(dimethoxy(methyl)silyl)propan-1-amine, Propylsilanetriol, Triethoxy(3-isocyanatopropyl)silane, 3-(Trimethoxysilyl)propane-1-thiol, and mixtures thereof, and F(II) is selected from the group consisting of: 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholin-4-yl chloride , 1-(4-chloro-6-(dodecylamino)-1,3,5-triazin-2-yl)-3-methyl-1H-imidazole-3-yl chloride , 4-(4-Chloro-6-(tetradecylamino)-1,3,5-triazin-2-yl)-4-ethylmorpholin-4-yl chloride , 4-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-4-(2-(decanoyloxy)ethyl)morpholin-4-yl chloride , 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholin-4-yl chloride , 4,6-dichloro-N,N-diethyl-N-octadecyl-1,3,5-triazin-2-ammonium chloride, 1-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)piperidin-1- Perchlorate, 1-(4-(Hexadecylamino)-6-(2-(triethoxysilyl)ethoxy)-1,3,5-triazin-2-yl)-1-methylpyrrolidone-1-yl chloride , 1-(4-chloro-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(5-tetradecanoylaminopentyl)pyrrolidine-1-yl chloride , 1,1'-(6-chloro-1,3,5-triazine-2,4-diyl)bis(1-(3-tetradecanoylaminopropyl)-1H-imidazole-1- ), 1-(4,6-bis((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(4-(decanoyloxy)butyl)-1H-imidazole-1-yl chloride , 1-(4-ethoxy-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(7-nonanoylaminoheptyl)piperidin-1-yl chloride , 1-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)pyrrolidine-1-yl chloride , and mixtures thereof.

2. The composition according to claim 1, wherein the weight ratio between F(I) and F(II) is in the range of 0.5:1 to 50:

1.

3. The composition according to claim 1, wherein the weight ratio between F(I) and F(II) is in the range of 1:1 to 40:

1.

4. The composition according to any one of claims 1 to 3, wherein F(I) consists of a mixture of compounds of formula F(I) as defined in claim 1, and wherein F(II) consists of a mixture of compounds of formula F(II) as defined in claim 1.

5. The composition according to any one of claims 1 to 3, further comprising a solvent, a rheology modifier, a thickener, a binder, an inorganic catalyst or an organic catalyst.

6. The composition according to claim 1, wherein F(I) is (3-aminopropyl)triethoxysilane and F(II) is 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholin-4-chloride. .

7. The composition according to claim 1, wherein F(I) is (3-aminopropyl)trimethoxysilane and F(II) is 1-(4-chloro-6-(dodecylamino)-1,3,5-triazin-2-yl)-3-methyl-1H-imidazole-3-chloride .

8. The composition of claim 1, wherein F(I) is a mixture of triethoxy(propyl)silane and 2-(triethoxysilyl)ethan-1-ol, and F(II) is 4-(4-chloro-6-(tetradecylamino)-1,3,5-triazin-2-yl)-4-ethylmorpholin-4-yl chloride. and 4-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-4-(2-(decanoyloxy)ethyl)morpholin-4-yl chloride mixture.

9. The composition according to claim 1, wherein F(I) is (3-aminopropyl)triethoxysilane and F(II) is 4-(4,6-dichloro-1,3,5-triazin-2-yl)-4-(3-dodecanoylaminopropyl)morpholin-4-chloride. and 1-(4-chloro-6-(dodecylamino)-1,3,5-triazin-2-yl)-3-methyl-1H-imidazole-3- mixture.

10. The composition according to claim 1, wherein F(I) is 3-(dimethoxy(methyl)silyl)propan-1-amine, and F(II) is 4,6-dichloro-N,N-diethyl-N-octadecyl-1,3,5-triazin-2-ammonium chloride and 1-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)piperidin-1- A mixture of perchlorates.

11. The composition according to claim 1, wherein F(I) is propylsilanetriol and F(II) is 1-(4-(hexadecylamino)-6-(2-(triethoxysilyl)ethoxy)-1,3,5-triazin-2-yl)-1-methylpyrrolidone-1-yl chloride. and 1-(4-chloro-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(5-tetradecanoylaminopentyl)pyrrolidine-1-yl chloride mixture.

12. The composition according to claim 1, wherein F(I) is a mixture of (3-aminopropyl)trimethoxysilane and triethoxy(3-isocyanatopropyl)silane, and F(II) is 1,1′-(6-chloro-1,3,5-triazine-2,4-diyl)chloride, bis(1-(3-tetradecanoylaminopropyl)-1H-imidazole-1- ) and 1-(4,6-bis((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(4-(decanoyloxy)butyl)-1H-imidazole-1- mixture.

13. The composition of claim 1 , wherein F(I) is a mixture of triethoxy(propyl)silane and 3-(trimethoxysilyl)propane-1-thiol, and F(II) is 1-(4-ethoxy-6-((3-(trimethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(7-nonanoylaminoheptyl)piperidin-1-yl chloride. and 1-(4-chloro-6-((3-(triethoxysilyl)propyl)amino)-1,3,5-triazin-2-yl)-1-(2-(dodecanoyloxy)ethyl)pyrrolidine-1-yl chloride mixture.

14. A method for preparing a composition as defined in any one of claims 1 to 13, comprising the steps of: a) preparing the necessary amount of at least one compound F(I) and the necessary amount of at least one compound F(II) for the composition, b) mixing, c) recovering the product.

15. The process according to claim 14, wherein the mixing operation of at least one compound of formula F(I) and at least one compound of formula F(II) is carried out at a temperature of 0°C to 50°C for a variable time ranging from 15 minutes to 2 hours.

16. A process according to claim 14 or 15, wherein the mixing operation is carried out mechanically, by a magnetic stirrer or by any other means suitable for mixing the components of the composition.

17. A method of rendering a surface or material permanently antimicrobial or antifouling, comprising applying a composition as defined in any one of claims 1 to 13 to said surface or material by coating, painting, or dipping.

18. A method according to claim 17, comprising applying the composition to the surface or material by spraying or wiping.

19. The method according to claim 17, wherein the composition is diluted in one or more dispersants and / or diluents selected from the group consisting of organic solvents, water, silanes, polyesters, polyurethanes, polyacrylates, acrylic type monomers, acrylic and epoxy resins, polyamides, polysilanes, phenolic resins, silicones, melamines, gel coats, and mixtures thereof.

20. The method according to claim 19, wherein the organosilicon is a polysiloxane.

21. The process according to claim 19, wherein the organic solvent is: a halogenated compound, an aliphatic ether, an alcohol, a ketone, an ester, an aromatic or aliphatic hydrocarbon, DMSO, an amide.

22. The method according to claim 21, wherein the ester is a carbonate.

23. The method according to claim 19, wherein the composition is dispersed in one or more dispersants and the weight ratio of dispersant:composition (weight / weight) is between 1 and 30.

24. The process according to any one of claims 19 to 23, wherein the dispersing operation is carried out at a temperature of 0 to 50°C for a time of 15 minutes to 2 hours.

25. The process according to any one of claims 19 to 23, wherein the dispersing operation is carried out by mixing with the aid of a mechanical, magnetic stirrer or any other means suitable for mixing the components of the composition.

26. A method according to any one of claims 17 to 23, wherein the composition is added to a compound or composition commonly used to form a coating on a surface or material to impart antimicrobial or antifouling properties to the surface or material without releasing toxic substances into the environment.

27. The method according to any one of claims 17 to 23, wherein the material or surface is: polypropylene, leather, steel, paint, fiberglass, plasterboard, polyethylene, epoxy resin, wood, paper, fabric used for packaging of food and pharmaceutical products.

28. The method according to claim 27, wherein the steel is steel used for ventilation ducts.

29. The method of claim 27, wherein the paint is an acrylic paint.

30. The method of claim 27, wherein the paper is wallpaper.

31. A surface-antimicrobial and antifouling material which does not release the antimicrobial and antifouling agent into the environment and into materials in contact with it, and in which the antimicrobial and / or antifouling effect is persistent over time, obtained using a method according to any one of claims 17 to 30.

32. Use of a composition as defined in any one of claims 1 to 13 for the manufacture of gas-tight food and pharmaceutical packaging made of linear hydrocarbon polymers.

33. The use according to claim 32, wherein the linear hydrocarbon polymer is polyethylene (PE), polybutene (PB) or polypropylene (PP).

34. Use according to claim 32 or claim 33, comprising applying the composition as defined in any one of claims 1 to 13 to the surface or material constituting the food and pharmaceutical packaging by coating, painting, dipping or deposition.

35. The use according to claim 34, comprising applying the composition by spraying or wiping onto the material constituting the food and pharmaceutical packaging.

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